EP0235463A3 - N-substituted-arylalkyl and arylalkylene piperidines as cardiovascular antihistaminic and antisecretory agents - Google Patents

N-substituted-arylalkyl and arylalkylene piperidines as cardiovascular antihistaminic and antisecretory agents Download PDF

Info

Publication number
EP0235463A3
EP0235463A3 EP86310045A EP86310045A EP0235463A3 EP 0235463 A3 EP0235463 A3 EP 0235463A3 EP 86310045 A EP86310045 A EP 86310045A EP 86310045 A EP86310045 A EP 86310045A EP 0235463 A3 EP0235463 A3 EP 0235463A3
Authority
EP
European Patent Office
Prior art keywords
substituted
cardiovascular
antihistaminic
arylalkylene
piperidines
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
EP86310045A
Other languages
German (de)
French (fr)
Other versions
EP0235463A2 (en
Inventor
James Robert Shanklin
Anthony George Proakis
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
AH Robins Co Inc
Original Assignee
AH Robins Co Inc
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from US06/811,799 external-priority patent/US4810713A/en
Application filed by AH Robins Co Inc filed Critical AH Robins Co Inc
Publication of EP0235463A2 publication Critical patent/EP0235463A2/en
Publication of EP0235463A3 publication Critical patent/EP0235463A3/en
Ceased legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D207/00Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/04Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D207/08Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon radicals, substituted by hetero atoms, attached to ring carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D211/00Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/06Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D211/08Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
    • C07D211/10Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with radicals containing only carbon and hydrogen atoms attached to ring carbon atoms
    • C07D211/14Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with radicals containing only carbon and hydrogen atoms attached to ring carbon atoms with hydrocarbon or substituted hydrocarbon radicals attached to the ring nitrogen atom
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D211/00Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/06Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D211/08Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
    • C07D211/18Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D211/00Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/06Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D211/08Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
    • C07D211/18Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D211/20Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by singly bound oxygen or sulphur atoms
    • C07D211/22Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by singly bound oxygen or sulphur atoms by oxygen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D211/00Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/68Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
    • C07D211/70Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/06Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/12Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D405/00Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/02Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
    • C07D405/06Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D405/00Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/02Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
    • C07D405/12Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Hydrogenated Pyridines (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

Cardiovascular disturbances and the effects of hista­ mine and excessive gastric secretion can be countered by compounds expressed generally by the formula: wherein;
p is zero, one or two;
m is one to six inclusive;
A is hydrogen, -O-R¹, -C≡N, -(O)NR¹R², -C(O)R¹, -C(O)-OR¹, -CH₂OR¹, -CH₂NR¹R², or -OC(O)R¹; d and n are zero or one and the dotted lines represent double bonds which may form consistent with the valence of carbon;
B is O, S, -S(O)-, -S(O)₂-, --, and --C(O)OR¹;

Ar, D and R are selected from phenyl and substituted phenyl with certain limitations, pyridinyl, thienyl, furanyl or naphthyl and, in addition, R may have the values: benzyl, substituted benzyl, cycloalkyl or loweralkyl, and D may additionally have the values:2H-1-benzopyran-2-one,4-oxo-­ 4H-benzopyran-2-carboxylic acid loweralkyl ester, 1,4-­ benzodioxanloweralkyl-2-yl or quinolinyl, and the phar­ maceutically acceptable addition salts thereof.
EP86310045A 1985-12-20 1986-12-22 N-substituted-arylalkyl and arylalkylene piperidines as cardiovascular antihistaminic and antisecretory agents Ceased EP0235463A3 (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US811799 1985-12-20
US06/811,799 US4810713A (en) 1985-12-20 1985-12-20 Arylalkyl-heterocyclic amines, n-substituted by aryloxyalkyl groups used in a method for allergy treatment
US81970186A 1986-01-17 1986-01-17
US819701 1986-01-17

Publications (2)

Publication Number Publication Date
EP0235463A2 EP0235463A2 (en) 1987-09-09
EP0235463A3 true EP0235463A3 (en) 1990-01-17

Family

ID=27123529

Family Applications (2)

Application Number Title Priority Date Filing Date
EP86310045A Ceased EP0235463A3 (en) 1985-12-20 1986-12-22 N-substituted-arylalkyl and arylalkylene piperidines as cardiovascular antihistaminic and antisecretory agents
EP86310047A Withdrawn EP0228893A3 (en) 1985-12-20 1986-12-22 Arylalkyl-heterocyclic amines, n-substituted by aryloxyalkyl group in allergy treatment

Family Applications After (1)

Application Number Title Priority Date Filing Date
EP86310047A Withdrawn EP0228893A3 (en) 1985-12-20 1986-12-22 Arylalkyl-heterocyclic amines, n-substituted by aryloxyalkyl group in allergy treatment

Country Status (1)

Country Link
EP (2) EP0235463A3 (en)

Families Citing this family (35)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3715763A1 (en) * 1987-05-12 1988-11-24 Hoechst Ag DIARYLALKYL-SUBSTITUTED ALKYLAMINE, METHOD FOR THE PRODUCTION THEREOF, THEIR USE AND MEDICINAL PRODUCTS CONTAINING THE SAME
GB8825505D0 (en) * 1988-11-01 1988-12-07 Pfizer Ltd Therapeutic agents
US5932594A (en) * 1988-11-01 1999-08-03 Pfizer, Inc. Muscarinic receptor antagonists
FR2643373B1 (en) * 1989-01-10 1993-12-31 Adir Cie NOVEL BISARYLALCENE DERIVATIVES, PROCESSES FOR THEIR PREPARATION AND THE PHARMACEUTICAL COMPOSITIONS CONTAINING THEM
GB8906166D0 (en) * 1989-03-17 1989-05-04 Pfizer Ltd Therapeutic agents
GB8928042D0 (en) * 1989-12-12 1990-02-14 Pfizer Ltd Muscarinic receptor antagonists
GB9000305D0 (en) * 1990-01-06 1990-03-07 Pfizer Ltd Anticholinergic agents
US5607950A (en) * 1990-01-06 1997-03-04 Pfizer Inc. Muscarinic receptor antagonists
GB9000304D0 (en) * 1990-01-06 1990-03-07 Pfizer Ltd Muscarinic receptor antagonists
GB9000301D0 (en) * 1990-01-06 1990-03-07 Pfizer Ltd Piperidine & pyrrolidine derivatives
CA2093798C (en) * 1990-10-10 2000-02-01 John J. Piwinski Pyridine and pyridine n-oxide derivatives of diaryl methyl piperidines or piperazines, and compositions and methods of use thereof
TW198008B (en) * 1991-04-08 1993-01-11 Green Cross Corp
AU1975592A (en) * 1991-04-30 1992-12-21 Reilly Industries, Inc. Processes for producing alpha-pyridyl carbinols
AU662602B2 (en) * 1992-02-06 1995-09-07 Merrell Dow Pharmaceuticals Inc. Reversal of multi-drug resistance by triphenyl-azacycloalkane derivatives
HUT71132A (en) * 1992-03-27 1995-11-28 Schering Corp Bis-aryl-carbinol derivatives, pharmaceutical compositions containing them and process for producing
EP0635012B1 (en) * 1992-03-27 1996-07-10 Schering Corporation Unbridged bis-aryl carbinol derivatives, compositions and methods of use
DE69309310T2 (en) * 1993-01-21 1997-11-06 Merrell Pharmaceuticals Inc., Cincinnati, Ohio DIARYLALKYL PIPERIDINE AS A MEDICINE AGAINST MULTIPLE RESISTANT TUMOR USE
US5670521A (en) * 1994-08-05 1997-09-23 Merrell Pharmaceuticals Inc. Reversal of multi-drug resistance by triphenyl-azacycloalkane derivatives
ES2103675B1 (en) * 1995-01-10 1998-07-01 Almirall Lab NEW PIPERIDINES REPLACED.
ZA9610741B (en) 1995-12-22 1997-06-24 Warner Lambert Co 4-Substituted piperidine analogs and their use as subtype selective nmda receptor antagonists
ZA9610738B (en) 1995-12-22 1997-06-24 Warner Lambert Co Subtype selective nmda receptor ligands and the use thereof
ZA9610736B (en) 1995-12-22 1997-06-27 Warner Lambert Co 2-Substituted piperidine analogs and their use as subtypeselective nmda receptor antagonists
ZA9610745B (en) * 1995-12-22 1997-06-24 Warner Lambert Co 4-Subsituted piperidine analogs and their use as subtype selective nmda receptor antagonists
ES2144355B1 (en) * 1997-12-30 2001-01-01 Ferrer Int COMPOUNDS DERIVED FROM THE CHROME.
US6693202B1 (en) 1999-02-16 2004-02-17 Theravance, Inc. Muscarinic receptor antagonists
SE0103818D0 (en) 2001-11-15 2001-11-15 Astrazeneca Ab Chemical compounds
TWI295669B (en) 2002-10-30 2008-04-11 Theravance Inc Substituted 4-amino-1-(pyridylmethyl) piperidine and related compounds
WO2004089892A2 (en) 2003-04-01 2004-10-21 Theravance, Inc. Diarylmethyl and related compounds having beta2 andrenergic receptor agonist and muscarinic receptor antagonist activity
SE0301369D0 (en) 2003-05-09 2003-05-09 Astrazeneca Ab Chemical compounds
TW200510298A (en) 2003-06-13 2005-03-16 Theravance Inc Substituted pyrrolidine and related compounds
WO2005007645A1 (en) 2003-07-11 2005-01-27 Theravance, Inc. Substituted 4-amino-1-benzylpiperidine compounds
US7250414B2 (en) 2004-03-11 2007-07-31 Theravance, Inc. Diphenylmethyl compounds useful as muscarinic receptor antagonists
EP1725525A1 (en) 2004-03-11 2006-11-29 Theravance, Inc. Diphenylmethyl compounds useful as muscarinic receptor antagonists
CN104628529B (en) * 2015-02-16 2016-09-28 曲靖众一合成化工有限公司 Betanaphthol sodium salt solvent extraction separating method and device thereof in a kind of alkali fusion thing
CN109336781A (en) * 2018-12-12 2019-02-15 湖南海利常德农药化工有限公司 A kind of purification process of salicylonitrile

Citations (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3806526A (en) * 1972-01-28 1974-04-23 Richardson Merrell Inc 1-aroylalkyl-4-diphenylmethyl piperidines
US3922276A (en) * 1974-12-11 1975-11-25 Robins Co Inc A H 1-Substituted-4-benzylidenepiperidines
US3984557A (en) * 1974-12-26 1976-10-05 A. H. Robins Company, Incorporated Antiarrhythmia compositions and methods
US4032642A (en) * 1974-12-11 1977-06-28 A. H. Robins Company, Incorporated 1-Substituted-4-benzylpiperidines
US4035372A (en) * 1976-08-13 1977-07-12 G. D. Searle & Co. 4-{[4-(Diphenylmethyl)-1-piperidinyl]methyl}benzenamines
DE2800919A1 (en) * 1977-01-11 1978-07-13 Ucb Sa PIPERIDE DERIVATIVES
DE2027446B2 (en) * 1969-06-05 1979-01-18 Ucb S.A., Saint-Gilles-Lez-Bruxelles (Belgien) 4- (Diphenylmethylene) piperidines, process for their preparation and pharmaceuticals containing them
US4163790A (en) * 1977-05-11 1979-08-07 A. H. Robins Company, Inc. Method for increasing coronary blood flow in mammals
US4180583A (en) * 1972-01-28 1979-12-25 Richardson-Merrell Inc. Olefinic 4-substituted piperidino derivatives as therapeutics
US4285958A (en) * 1979-04-10 1981-08-25 Richardson-Merrell Inc. 1-Piperidine-alkylene ketones, pharmaceutical compositions thereof and method of use thereof
EP0048705A1 (en) * 1980-09-18 1982-03-31 U C B, S.A. 2-(4-(Diphenylmethylene)-1-piperidinyl)-acetic acids and their amides, their preparation and pharmaceutical preparations containing them
US4432984A (en) * 1980-03-27 1984-02-21 Emile Bouchara Anti-hypertensive benzodioxan derivatives

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3956296A (en) * 1974-12-11 1976-05-11 A. H. Robins Company, Incorporated 1-Substituted-4-benzylpiperidines

Patent Citations (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2027446B2 (en) * 1969-06-05 1979-01-18 Ucb S.A., Saint-Gilles-Lez-Bruxelles (Belgien) 4- (Diphenylmethylene) piperidines, process for their preparation and pharmaceuticals containing them
US3806526A (en) * 1972-01-28 1974-04-23 Richardson Merrell Inc 1-aroylalkyl-4-diphenylmethyl piperidines
US4180583A (en) * 1972-01-28 1979-12-25 Richardson-Merrell Inc. Olefinic 4-substituted piperidino derivatives as therapeutics
US3922276A (en) * 1974-12-11 1975-11-25 Robins Co Inc A H 1-Substituted-4-benzylidenepiperidines
US4032642A (en) * 1974-12-11 1977-06-28 A. H. Robins Company, Incorporated 1-Substituted-4-benzylpiperidines
US3984557A (en) * 1974-12-26 1976-10-05 A. H. Robins Company, Incorporated Antiarrhythmia compositions and methods
US4035372A (en) * 1976-08-13 1977-07-12 G. D. Searle & Co. 4-{[4-(Diphenylmethyl)-1-piperidinyl]methyl}benzenamines
DE2800919A1 (en) * 1977-01-11 1978-07-13 Ucb Sa PIPERIDE DERIVATIVES
US4163790A (en) * 1977-05-11 1979-08-07 A. H. Robins Company, Inc. Method for increasing coronary blood flow in mammals
US4285958A (en) * 1979-04-10 1981-08-25 Richardson-Merrell Inc. 1-Piperidine-alkylene ketones, pharmaceutical compositions thereof and method of use thereof
US4432984A (en) * 1980-03-27 1984-02-21 Emile Bouchara Anti-hypertensive benzodioxan derivatives
EP0048705A1 (en) * 1980-09-18 1982-03-31 U C B, S.A. 2-(4-(Diphenylmethylene)-1-piperidinyl)-acetic acids and their amides, their preparation and pharmaceutical preparations containing them

Also Published As

Publication number Publication date
EP0235463A2 (en) 1987-09-09
EP0228893A2 (en) 1987-07-15
EP0228893A3 (en) 1990-01-03

Similar Documents

Publication Publication Date Title
EP0235463A3 (en) N-substituted-arylalkyl and arylalkylene piperidines as cardiovascular antihistaminic and antisecretory agents
EP0190920A3 (en) Method of enhancing memory or correcting memory deficiency with arylamido (and arylthioamido)azabicycloalkanes
IE860618L (en) Indole derivatives
DE3571320D1 (en) N,3-disubstituted 2-oxindole-1-carboxamides as analgesic and antiinflammatory agents
EP0387567A3 (en) Amphoteric polyelectrolyte, method for production thereof, and organic sludge dehydrater
ES2066140T3 (en) DERIVATIVES OF 7-CETO- AND 7-HYDROXY-ANDROSTA-3,5-DIENO-3-CARBOXYLIC ACIDS.
IE882335L (en) Pyridinium derivatives, their production and use
EP0462761A3 (en) Benzopyran derivatives and heterocyclic analogs thereof as antiischemic agents
TW240249B (en)
EP0031567A3 (en) Tetrapeptidesemicarbazide derivatives and their production and use
CS235488A2 (en) Method of new dihydropyridinamides production
EP0082376A3 (en) Substituted derivatives of amino alkane diols as gastric secretion inhibitors
JPS6440467A (en) Novel substituted diphenylimidazole derivative
GB1364218A (en) N-alkoxy-carbonyl- or n-alkylthiocarbonyl-2-/2 -thienyl/-benzimi dazoles a process for their preparation and their use as fungi cides
GB1497266A (en) Aryloxy-and arylthio-alkanoates having cholesterol-reducing properties
HU9300423D0 (en) Method for producing amino-methane-phosphonic acid and amino-methane-phosphinic one
EP0034002A3 (en) Carboxamidine derivatives
PT82187B (en) Benzo<c>-1,5-naphthyridines a process and intermediates for their preparation and their use as medicaments
JPS5754175A (en) Novel 3-aminoindazole derivative
IE38320L (en) Nor-morphines and nor-codeines
ZA825746B (en) 5-pyrroyl-pyrrole-alkanoic acid as anti-inflammatory and analgesic agents
IE45456L (en) Aminoalkyl furan derivatives
JPS54160384A (en) Dihydropyridine compound
ES8708226A1 (en) 4-(2,1,3-benzoxadiazol and benzothiadiazol-4-4L)-1,4-dihydropyridine-3,5-dicarboxylic acid esters useful as antihypertensives
JPS5726663A (en) Novel amidine derivative and its preparation

Legal Events

Date Code Title Description
PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

Free format text: ORIGINAL CODE: 0009012

AK Designated contracting states

Kind code of ref document: A2

Designated state(s): AT BE CH DE ES FR GB GR IT LI LU NL SE

PUAL Search report despatched

Free format text: ORIGINAL CODE: 0009013

AK Designated contracting states

Kind code of ref document: A3

Designated state(s): AT BE CH DE ES FR GB GR IT LI LU NL SE

17P Request for examination filed

Effective date: 19900706

RAP1 Party data changed (applicant data changed or rights of an application transferred)

Owner name: A.H. ROBINS COMPANY, INCORPORATED (A DELAWARE CORP

17Q First examination report despatched

Effective date: 19910830

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: THE APPLICATION HAS BEEN REFUSED

18R Application refused

Effective date: 19960118

RIN1 Information on inventor provided before grant (corrected)

Inventor name: PROAKIS, ANTHONY GEORGE

Inventor name: SHANKLIN, JAMES ROBERT